methyl 2,3-anhydro-4,6-O-benzylidene-β-D-talopyranoside

Base Information

• Chemical Name: methyl 2,3-anhydro-4,6-O-benzylidene-β-D-talopyranoside
• CAS No.: 86420-78-2
• Molecular Formula: C₁₄H₁₆O₅
• Molecular Weight: 264.278

Synonyms:methyl 2,3-anhydro-4,6-O-benzylidene-β-D-talopyranoside

Chemical Property of methyl 2,3-anhydro-4,6-O-benzylidene-β-D-talopyranoside

Chemical Property:

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Technology Process of methyl 2,3-anhydro-4,6-O-benzylidene-β-D-talopyranoside

There total 94 articles about methyl 2,3-anhydro-4,6-O-benzylidene-β-D-talopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.0%

4,6-O-benzylidene-1-O-methyl-2-O-trifluoromethylsulfonate-α-D-glucopyranoside (129217-24-9) → methyl 2,3-anhydro-4,6-O-benzilidene-α-D-mannopyranoside (3150-15-0,3150-16-1,3257-59-8,14187-71-4,15384-57-3,19465-13-5,32976-15-1,52885-37-7,53270-02-3,53270-03-4,65391-11-9,65391-12-0,66537-92-6,67226-04-4,71184-14-0,86420-78-2,86420-79-3,91177-51-4,91177-52-5,117708-93-7,120408-72-2,2880-96-8)

Guidance literature:

With potassium tert-butylate; In tert-butyl alcohol; at 23 ℃; for 2h;

DOI:10.1021/jo00052a058

Reference yield: 85.0%

methyl 4,6-O-benzylidene-α-D-altropyranoside (71117-41-4) → methyl 2,3-anhydro-4,6-O-benzilidene-α-D-mannopyranoside (3150-15-0,3150-16-1,3257-59-8,14187-71-4,15384-57-3,19465-13-5,32976-15-1,52885-37-7,53270-02-3,53270-03-4,65391-11-9,65391-12-0,66537-92-6,67226-04-4,71184-14-0,86420-78-2,86420-79-3,91177-51-4,91177-52-5,117708-93-7,120408-72-2,2880-96-8)

Guidance literature:

With sodium hydroxide; p-toluenesulfonyl chloride; benzyltriethylammonium bromide; In dichloromethane; at 25 ℃; for 0.166667h;

DOI:10.1055/s-1985-31416

Reference yield: 76.0%

4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside (3162-96-7) → methyl 2,3-anhydro-4,6-O-benzilidene-α-D-mannopyranoside (3150-15-0,3150-16-1,3257-59-8,14187-71-4,15384-57-3,19465-13-5,32976-15-1,52885-37-7,53270-02-3,53270-03-4,65391-11-9,65391-12-0,66537-92-6,67226-04-4,71184-14-0,86420-78-2,86420-79-3,91177-51-4,91177-52-5,117708-93-7,120408-72-2,2880-96-8) + methyl 2,3-anhydro-4,6-benzylidene-α-D-allopyranoside (66537-92-6)

Guidance literature:

With p-toluenesulfonyl chloride; tetra(n-butyl)ammonium hydrogensulfate;

DOI:10.1016/0008-6215(88)80054-5

upstream raw materials:

methyl-[O³-benzoyl-O⁴,O⁶-((R)-benzylidene)-O²-(toluene-4-sulfonyl)-α-D-glucopyranoside]

methanol

sodium methylate

methyl-[O⁴,O⁶-((R)-benzylidene)-O²,O³-bis-(toluene-4-sulfonyl)-α-D-altropyranoside]

Downstream raw materials:

methyl-[O⁴,O⁶-((R)-benzylidene)-3-iodo-3-deoxy-α-D-altropyranoside]

methyl 4,6-O-benzylidene-3-deoxy-3-C-ethyl-α-D-altropyranoside

(2R,4aR,6S,8aS)-(+)-6-methoxy-2-phenyl-4,4a,6,8a-tetrahydropyrano[3,2-d][1,3]dioxine

methyl-3-deoxyamino-4,6-dioxabenzylidene-α-D-altropyranose

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